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Winfield Holiday Rentals

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Check prices for these dates

In two weeks
20 Nov - 22 Nov
In two months
1 Jan - 3 Jan
In three months
29 Jan - 31 Jan
In four months
26 Feb - 28 Feb

Our top choices for Winfield holiday rentals

A ping pong table in a room with a television, a plant, and a sofa.

1. Charming studio with 1 queen sofa bed and 1 full bath . With AC, WiFi and TV

Charming studio with 1 queen sofa bed and 1 full bath . With AC, WiFi and TV
Woodbine
8.0 out of 10, Very good, (2 reviews)
"The stay was at a beautiful new home. Great host. Location close to Interstate 70. I had everything I needed. Took in the sights in DC via the Greenline Metro. I would definitely stay here again."
United States
Scott C.
The price is AU$205
includes taxes & fees
8 Nov - 9 Nov
Charming studio with 1 queen sofa bed and 1 full bath . With AC, WiFi and TV
A modern hotel room with a large bed, two bedside tables, a flat-screen TV, a seating area with a chair and a small table, and a decorative plant.

2. Newly Renovated Cozy Basement w/Private Entrance

Newly Renovated Cozy Basement w/Private Entrance
Reisterstown
10.0 out of 10, Exceptional, (2 reviews)
"Great place to stay for the night."
United States
Sheila K.
The price is AU$197
includes taxes & fees
9 Nov - 10 Nov
Newly Renovated Cozy Basement w/Private Entrance
A wooden staircase with metal railings leading to a covered area surrounded by greenery.

3. The Whimsy Loft-Cozy Private Suite in Westminster on 4 acres

The Whimsy Loft-Cozy Private Suite in Westminster on 4 acres
Westminster
The price is AU$267
includes taxes & fees
11 Nov - 12 Nov
The Whimsy Loft-Cozy Private Suite in Westminster on 4 acres
A sunroom with a wicker chair, a wooden chest, and a view through large glass doors.

4. Rural & Historic Detour Escape w/ Horses On-Site!

Rural & Historic Detour Escape w/ Horses On-Site!
Detour
9.0 out of 10, Wonderful, (8 reviews)
"Lovely! Our host was gracious and helpful. Property was ideal for our family getaway. i’m"
United States
Mary F.
The price is AU$585
includes taxes & fees
4 Nov - 5 Nov
Rural & Historic Detour Escape w/ Horses On-Site!
A bedroom with a large bed, a wooden nightstand, a chair, and a view of the outdoors through a window.

5. Adorable 1-bedroom apartment in downtown Westminster along Main Street

Adorable 1-bedroom apartment in downtown Westminster along Main Street
Westminster
The price is AU$318
includes taxes & fees
5 Nov - 6 Nov
Adorable 1-bedroom apartment in downtown Westminster along Main Street
A wooden deck with metal furniture, a radiator, and windows.

6. Cozy 1-bedroom apartment in downtown Westminster along Main Street

Cozy 1-bedroom apartment in downtown Westminster along Main Street
Westminster
The price is AU$377
includes taxes & fees
5 Nov - 6 Nov
Cozy 1-bedroom apartment in downtown Westminster along Main Street
Property grounds

7. Entire lower level furnished home

Entire lower level furnished home
Owings Mills
2.0 out of 10, (2 reviews)
"Our reservation was cancelled because the owner never provided check in instructions, never responded to messages or phone calls. Drove almost to the house when VRBO office staff was able to help us. We were stranded! Definitely not a reputable owner!!! Stay clear of this property!"
United States
Megan K. K.
The price is AU$390
includes taxes & fees
11 Nov - 12 Nov
Entire lower level furnished home
A small building labeled "The Snowball Stand" with a sign above the entrance.

8. Cozy Guesthouse in Woodstock, MD

Cozy Guesthouse in Woodstock, MD
Woodstock
2.0 out of 10, (1 review)
"We didn’t stay. We when arrived, instead of a room in the guest house, we were expected to stay in a tentlike structure. In addition, the bathroom facilities were outdoor showers and commodes that required a climb up a set of stairs. Luckily we were able to secure a room at another facility. The owner supposedly requested a refund for me but I haven’t heard whether this has been approved."
United States
Marie E M.
The price is AU$317
includes taxes & fees
11 Nov - 12 Nov
Cozy Guesthouse in Woodstock, MD
A sunroom with a wicker chair, a wooden chest, and a view through large glass doors.

9. Rural & Historic Detour Escape w/ Horses On-site!

Rural & Historic Detour Escape w/ Horses On-site!
3.0 star property
Keymar
The price is AU$615
includes taxes & fees
4 Nov - 5 Nov
Rural & Historic Detour Escape w/ Horses On-site!
A corner room with a sliding glass door closet, a wooden cabinet with glass doors, and a small rug on the floor.

10. Private Sauna, Fireplace and Country Views

Private Sauna, Fireplace and Country Views
Mount Airy
10.0 out of 10, Exceptional, (6 reviews)
"Wonderful location with a beautiful field where wild animals visited. Hosts really took care of the amenities (great coffee bar). Close to Mt Airy and vineyards."
United States
Richard B.
The price is AU$525
includes taxes & fees
9 Nov - 10 Nov
Private Sauna, Fireplace and Country Views
A wooden deck with a grill and a table.

11. Charming 1-bedroom apartment in downtown Westminster along Main Street

Charming 1-bedroom apartment in downtown Westminster along Main Street
Westminster
The price is AU$377
includes taxes & fees
5 Nov - 6 Nov
Charming 1-bedroom apartment in downtown Westminster along Main Street
A brick building with a waterfall feature in front.

12. New townhouse

New townhouse
Frederick
9.6 out of 10, Exceptional, (12 reviews)
"We had a great time. It was perfect for us. I would highly recommend it to others and would not hesitate to return there when back in the area. "
United States
Tereasa G.
The price is AU$557
includes taxes & fees
17 Nov - 18 Nov
New townhouse
A wooden deck with a fire pit, outdoor furniture, and string lights.

13. Paws, Pizza & Patio | Private Oasis Westminster

Paws, Pizza & Patio | Private Oasis Westminster
Westminster
8.4 out of 10, Very good, (8 reviews)
"The stay was nice and as advertised. It was a little noisy at night with the split house and close neighbors, but it was a nice place. "
United States
Payson D.
The price is AU$647
includes taxes & fees
4 Nov - 5 Nov
Paws, Pizza & Patio | Private Oasis Westminster
A kitchen with a wine rack holding various bottles, a refrigerator, and a potted plant.

14. Cozy 2-bedroom apartment in charming Ellicott City with AC

Cozy 2-bedroom apartment in charming Ellicott City with AC
Ellicott City
6.0 out of 10, (2 reviews)
"I wanted a place close to family where i could cook, rest, and shower that was not a hotel. This apartment fulfilled my needs and was comfortable. The host kept clear communication and was very hospitable. May not be the best for those who have trouble climbing stairs but other than that, it was a great. I would definitely choose this location again."
United States
Bonnie S.
The price is AU$217
includes taxes & fees
9 Nov - 10 Nov
Cozy 2-bedroom apartment in charming Ellicott City with AC
A modern kitchen with dark cabinets, a large island with stools, a stainless steel refrigerator, and a built-in oven.

15. Newly constructed 6 bedroom home

Newly constructed 6 bedroom home
Frederick
10.0 out of 10, Exceptional, (22 reviews)
"It was a great place to relax, sleep and come home to after busy days in Frederick area. We would definitely stay here again!"
United States
Janice M.
The price is AU$664
includes taxes & fees
4 Nov - 5 Nov
Newly constructed 6 bedroom home
Terrace/patio

16. DC Luxury Family Retreat in Forest—Spacious Full of Fun w/ Zipline Waterfall

DC Luxury Family Retreat in Forest—Spacious Full of Fun w/ Zipline Waterfall
Gaithersburg
10.0 out of 10, Exceptional, (3 reviews)
"Had a great stay home was amazing "
United States
Darinda h.
The price is AU$1,164
includes taxes & fees
4 Nov - 5 Nov
DC Luxury Family Retreat in Forest—Spacious Full of Fun w/ Zipline Waterfall
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
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Top Winfield Hotel Reviews

Days Inn by Wyndham Westminster

Days Inn by Wyndham Westminster

10/10 Excellent
"Altogether delightful experience."
Mark 1-night trip
Posted 10 hours ago
Days Inn by Wyndham Westminster

Find out more about Winfield

Everything you need to know about Winfield holiday rentals

Whether you’re excited for the perfect family holiday, a romantic getaway for two, or the ultimate city break, we’ve got the Winfield holiday rental for you. At Expedia, you can take your pick from private holiday homes, apartments, cottages, cabins, villas... The list goes on, and on… and on!

There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect Winfield holiday rental for you by simply entering your desired dates. Then check your favourite filters to narrow down your search. 

Winfield holiday rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Winfield. If you’re looking for a little peace, consider booking during the quieter months, such as  . For more hustle and bustle, you may prefer to visit in . 

Prices vary throughout the year and depend on the property type. Your chosen location and amenities will impact the cost of your trip, too. A Winfield holiday rental often works out to be a fantastic, cost-effective option for groups and families visiting for a few nights or longer. And if a hotel room is just too small, get a holiday rental with multiple bedrooms and shared living spaces to kick back in.  The selection of Winfield holiday rentals we have selected for you start as low as AU$205 per night. Entering your travel dates in the search wizard might find you even better deals!

How to find incredible deals on Winfield rentals

At Expedia, we put the best Winfield holiday rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia. 

To find some top Winfield rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream Winfield holiday.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Winfield. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence. 

Frequently asked questions

Can I find a holiday rental in Winfield?

Yes, there are holiday rentals close to the most popular sights in Winfield, or you can select a more secluded option if you're looking for a relaxing stay.

What are some of the best holiday rentals that Winfield has to offer?

Rural & Historic Detour Escape w/ Horses On-Site!: This holiday home rental outside of Winfield offers a patio, a selection of books and air conditioning to help you feel perfectly comfortable in your new surroundings. It has 3 bedrooms, as well as a kitchen with a dishwasher, a fridge and a stovetop, so that you can cook with friends or family.

What’s there to see and do in Winfield?

Explore the area and family-friendly sights such as Adventure Park USA, or get out into nature at a spot like Bear Branch Nature Center. Elk Run Vineyards and Old Westminster Winery are a couple of places you'll find in the wider area.

What’s a holiday rental in Winfield like?

Holiday rentals are private properties where you can stay for a few weeks, or just a few days, in Winfield. Holiday rentals provide amenities such as kitchens and laundry facilities so you'll have everything you want. If you're concerned about cleanliness, a holiday rental can provide a sense of seclusion away from public hotel lifts and busy reception areas while still allowing you the experience of travel. You'll also find more space in a holiday rental than in a hotel, which is another reason why a holiday rental is an attractive option for family trips.